• Skip to primary navigation
  • Skip to main content
  • Skip to footer

Side Hustles

Side Hustles

Side Hustles For All

  • Best Side Hustles
    • Woman sitting on a pile of coins and working on a laptop surrounded by icons representing different side hustle ideas

      31 Best Side Hustles to Earn Extra Money in 2026

    • Bicycle courier delivering food for their side hustle.

      What Is a Side Hustle?

    • Remote worker sitting at his desk making money from home

      18 Ways to Make Money from Home (Online and Offline Jobs)

    • By Category
      • Arts & Crafts
      • Business Services
      • Caregiving
      • Creative Services
      • Digital Freelance Services
      • View All
    • By Lifestyle
      • I’m introverted
      • I’m a man
      • I’m a woman
      • I’m a stay-at-home mom
      • I’m unique
      • View All
    • By Profession
      • Artists & Creatives
      • Musicians
      • Nurses
      • Physicians
      • Teachers
      • View All
    • By Age Group
      • College Students
      • Teens
      • Age 50+
      • Seniors
      • View All
    • By Skills & Interests
      • Get Paid to Lose Weight
      • Get Paid to Play Games
      • Get Paid to Read
      • Get Paid to Sleep
      • Get Paid to Travel
      • View All
  • Best Gig Apps
    • Freelance worker popping out of a phone screen and considering gig apps on the App Store and Google Play

      Top 6 Gig Apps to Make Real Cash in 2026

    • Smartphone surrounded by the icons of different money-making apps

      Top 10 Best Money-Making Apps to Try in 2026

    • two teenagers using job apps on a phone and laptop

      19 Job Apps for Teens to Find Jobs and Make Money

    • By Gig Type
      • Cashback
      • Data Entry
      • Delivery
      • Games
      • Product Testing
      • View All
    • By Payment Method
      • Bingo Games that Pay to Cash App
      • Games that Pay Real Money
      • Games that Pay to Cash App
      • Games that Pay via PayPal
      • Surveys that Pay to Cash App
      • View All
    • By Benefits
      • $20 Signup Bonuses
      • $25 Signup Bonuses
      • $50 Signup Bonuses
      • Best Signup Bonuses
      • Instant Signup Bonuses
      • View All
    • By Skills & Interests
      • Driving
      • Losing Weight
      • Playing Games
      • Product Testing
      • Watching Ads
      • View All
  • Job Hunting
    • Freelance worker browsing a job post on a freelance job board.

      23 Job Boards You Can Use to Find Remote Work

    • Freelance writer sitting at her laptop working on a project

      15 Best Remote Jobs That Require No Paid Work Experience

    • Teenager sitting at laptop working an online job

      14 Online Jobs for Teens (With No Experience)

    • Freelancing
      • Freelance Writing Sites
      • Freelance Writing Job Boards
      • Freelance Writing Platforms
      • View More
    • Gig & Shift Work
      • Gig Work Apps
      • On-Demand Work Apps
      • Shift Work Apps
      • View More
    • GPT (Get Paid To)
      • Microtasking
      • Product Testing
      • Survey Taking
      • View More
    • Remote Working
      • Best Remote Job Boards
      • Top 15 Remote Jobs
      • View More
  • Job Board
    • Work Schedule
      • Part-Time Jobs
      • Per-Diem Jobs
      • Go Search
    • Work Environment
      • Hybrid Jobs
      • Remote Jobs
      • Go Search
    • Employment Type
      • Contractor Jobs
      • Internship Jobs
      • Temporary Jobs
      • Go Search
    • Job Title
      • Accounting Jobs
      • Data Entry Jobs
      • Nursing Jobs
      • Online Teaching Jobs
      • Software Engineer Jobs
      • Go Search
    • State
      • California Jobs
      • Florida Jobs
      • New York Jobs
      • Pennsylvania Jobs
      • Texas Jobs
      • Go Search
    • City
      • Chicago, IL
      • Houston, TX
      • Los Angeles, CA
      • New York City, NY
      • Phoenix, AZ
      • Go Search

Home Flexible Job Board Product Operations Lead, Insurance Platform

$170,000–200,000/yr 27d ago

Product Operations Lead, Insurance Platform

Boost your chances before you apply.

  • ✨ Apply 10x Faster Free

    It takes 30+ tailored applications to land jobs like this one. We'll help you get that done in 1 hour.

    No Credit Card Required

  • Proceed to Application Go directly to the company's job page to apply.
Logo

Counterpart

OR

Full-time Permanent Remote

✨ Apply 10x Faster

Analyze your resume for missing keywords, then one-click optimize it. Don't be anything less than a 100% match candidate.

Free

No Credit Card Required

Summary

You will build and optimize operational systems to support product, underwriting, and engineering teams while leading end-to-end new product launches. The role involves identifying and removing bottlenecks, managing change control, and ensuring consistent terminology across all AI-driven insurance platforms.

Job Description

Product Operations Lead, Insurance Platform

Counterpart is an insurtech platform reimagining management and professional liability for the modern workplace. We believe that when businesses lead with clarity and confidence, they become more resilient, more innovative, and better prepared for what's ahead. That's why we  built the first Agentic Insurance™ system, where advanced AI and deep insurance expertise come together to proactively assess, mitigate, and manage risk. Backed by A rated carriers and trusted by brokers nationwide, our platform helps small businesses grow with confidence.

You'll build the systems and conditions that let a small team run a national platform: hunting bottlenecks, removing them, and making sure they don't come back, so product, underwriting, and engineering can move at the pace the company needs.

This role touches every part of how an insurance product works (coverage language, pricing, filings, distribution) and every part of how an AI native company runs. What we're looking for is operational rigor: relentless follow through, quick learning, and the judgment to keep a cross functional team on track and moving efficiently, no matter how complex the surface area gets.

 HOW YOU OPERATE

  • Find the biggest bottleneck in a function, fix it, then move to the next one. You'll be judged on how many you clear, not how many you document.
  • Remove unnecessary steps before adding new ones.
  • Use AI daily in your own work. You should be one of the heaviest AI users in the company.

Own New Product Launches, End to End

  • Lead new product launches from kickoff to the point where they run on their own, without you day to day.
  • Translate product strategy into clear specifications for pricing, data, and engineering, so requirements don't get lost or reinterpreted.
  • Set the build order with engineering and data, and hold that order when priorities compete.

Turn Expert Judgment Into Systems

  • Build a simple way for underwriting and pricing experts to enter their own rules and judgment into our systems, so they don't need to route through you.
  • Keep terminology consistent across every system, model, and team, and update it as the business grows.
  • Set up fast, accurate feedback from policies, claims, and lost deals, so we know quickly what's working and what needs to change.

Own Change Control and Quality

  • Create and run one clear process for any change to what we sell (coverage, rules, pricing), so changes don't happen ad hoc.
  • Catch problems in testing before they reach a customer.
  • Move existing programs onto shared infrastructure instead of maintaining separate one off setups.

YOU HAVE

  • 7+ years solving complex problems through process and product development, or a clear track record of taking on more scope and responsibility over time.
  • A systems thinker who obsesses over problems and builds solutions that scale, rather than one off fixes.
  • Exceptional project management and documentation skills, with the ability to run multiple workstreams at once without dropping detail.
  • A self starter mindset: comfortable rolling up your sleeves in a lean, fast moving environment.
  • Real, daily comfort working with AI agents (delegating to them, checking their work, improving them). You automate a task the second time you do it, not the tenth.
  • Evidence of grit: something you've pushed through more than once, even when it would have been easier to stop.
  • Insurance background is a plus, not a requirement. If you have exposure to policy forms, rate and rule filings, or systems like SERFF, that's a bonus, not a prerequisite.

WHO YOU WILL WORK WITH:

  • Tobias Schuler, Chief Underwriting Officer: After becoming a Fellow of the Casualty Actuarial Society & working as a consultant actuary at EY for several years, Tobias went on to drive the actuarial data & systems teams at QBE. He further leveraged his deep insurance & technical expertise at Munich Re Digital Partners in North America, where he headed data & analytics & oversaw the data infrastructure behind some of their largest programs.
  • Dave Lin, Head of Product and Engineering: Dave has built and scaled B2B platforms at Yext, Apple, Amazon, and Hookit. He received his MS and BS in Electrical Engineering from University of California, San Diego 
  • Stanley Wang, Senior Director, Pricing Analytics: Before joining Counterpart, Stanley worked as an actuary within the pricing solutions and methods team at USAA to combine actuarial pricing with data science models. Before that, he was a leading data scientist for Digital Partners, a Munich Re Company where he specialized in building data science models and insights for leading insurtech companies. He has had many other relevant roles such as capital modeling, risk management etc. He lives in New York with his growing family.
  • Chris Shafer, Chief of Staff: Chris is a published scientific author, having studied the neural correlates of gratitude at the lauded Brain and Creativity Institute. He has since helped to launch numerous businesses in which he held a variety of critical roles from product management to business operations to strategic partnerships. Chris received his bachelor’s degree in Biological Sciences from the University of Southern California.

WHAT WE OFFER

  • Unlimited Vacation: We offer flexible time off, allowing you to take time when you need it.
  • Work from Anywhere: Counterpart is a fully distributed company, meaning there is no office. We allow employees to work from wherever they do their best work, and invite the team to meet in person a couple times per year.
  • Stock Options 
  • Health, Dental, and Vision Coverage
  • 401(k) Retirement Plan
  • Parental Leave
  • Home Office Allowance: to set up your home office with the necessary equipment and accessories.
  • Book stipend
  • Wellness stipend
  • Professional Development Reimbursement
  • No working birthdays: Take your birthday off, giving you the opportunity to relax, enjoy your special day, and spend time with loved ones.
  • Charitable Contribution Matching

COUNTERPART'S VALUES

  • Conjoin Expectations - it is the cornerstone of autonomy. Ensure you are aware of what is expected of you and clearly articulate what you expect of others. 
  • Speak Boldly & Honestly - the only failure is not learning from mistakes. Don’t cheat yourself and your colleagues of the feedback needed when  expectations aren’t being met. 
  • Be Entrepreneurial - control your own destiny.  Embrace action over perfection while navigating any obstacles that stand in the way of your ultimate goal. 
  • Practice Omotenashi (“selfless hospitality”) - trust will follow.  Consider every interaction with internal and external partners an opportunity to develop trust by going above and beyond what is expected. 
  • Hold Nothing As Sacred - create routines but modify them routinely.  Take the time to reflect on where the business is today, where it needs to  go, and what you have to change in order to get there. 
  • Prioritize Wellness - some things should never be sacrificed. We create an environment that stretches everyone to grow and improve, which is fulfilling, but is only one part of a meaningful life.

Our estimated pay range for this role is $170,000 to $200,000. Base salary is determined by a variety of factors, including but not limited to, market data, location, internal equitability, and experience.

We are committed to being a welcoming and inclusive workplace for everyone, and we are intentional about making sure people feel respected, supported and connected at work—regardless of who you are or where you come from. We value and celebrate our differences and we believe being open about who we are allows us to do the best work of our lives. 

We are an Equal Opportunity Employer. We do not discriminate against qualified applicants or employees on the basis of race, color, religion, gender identity, sex, sexual preference, sexual identity, pregnancy, national origin, ancestry, citizenship, age, marital status, physical disability, mental disability, medical condition, military status, or any other characteristic protected by federal, state, or local law, rule, or regulation.

About the company

Counterpart

Counterpart is the first Agentic Insurance™ system that combines underwriting, broker support, risk mitigation, and claims expertise with advanced AI. Our tailored management and professional liability solutions empower small businesses to reduce risk and grow with confidence.

Founded

2019

Company size

51-200 employees

Industry

Insurance

Org type

Privately Held

Headquarters

Los Angeles

Apply Now

About the company

Counterpart

Counterpart is the first Agentic Insurance™ system that combines underwriting, broker support, risk mitigation, and claims expertise with advanced AI. Our tailored management and professional liability solutions empower small businesses to reduce risk and grow with confidence.

Founded

2019

Company size

51-200 employees

Industry

Insurance

Org type

Privately Held

Headquarters

Los Angeles

Footer

sidehustles.com
Facebook Twitter Instagram LinkedIn Reddit TikTok YouTube

Show Me The Money

  • Side Hustle Basics
  • Side Hustle Job Board (Remote & Part-Time Jobs)
  • Gig App Reviews
  • Job Hunting
  • Manage Your Money
  • The Gig Apple: News & Events

Company

  • About Us
  • Contact Us
  • Become a Contributor
  • Advertising & Sponsorships
  • Partner With Us
  • Editorial Guidelines

Side Hustles © All rights reserved

  • Privacy Policy
  • Terms of Service

Thanks for using our free job board

Your review would mean a lot to us.

If you love that we're just giving away remote jobs for free with no paywall, please spread the word. (You will need to create an account on Trustpilot, for which we'll be eternally grateful.) Good luck out there!

Leave a Review Not yet. Send me to the job post.